Two new cadmium complexes both form two-dimensional coordination polymers in which polymitrile ligands act as bridges between pairs of metal centres, forming 24-membered rings.
Supporting information
CCDC references: 2217713; 2217712
Key indicators
Structure: I
- Single-crystal X-ray study
- T = 297 K
- Mean
(C-C) = 0.002 Å
- R factor = 0.021
- wR factor = 0.060
- Data-to-parameter ratio = 26.9
Structure: II
- Single-crystal X-ray study
- T = 300 K
- Mean
(C-C) = 0.003 Å
- R factor = 0.023
- wR factor = 0.060
- Data-to-parameter ratio = 22.2
Structure: II
- Single-crystal X-ray study
- T = 300 K
- Mean
(C-C) = 0.003 Å
- R factor = 0.023
- wR factor = 0.060
- Data-to-parameter ratio = 22.2
checkCIF/PLATON results
No syntax errors found
Datablock: I
Alert level C
PLAT241_ALERT_2_C High 'MainMol' Ueq as Compared to Neighbors of N32 Check
PLAT905_ALERT_3_C Negative K value in the Analysis of Variance ... -1.061 Report
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 5 Report
Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 2 Info
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Cd1 --N32 . 5.5 s.u.
PLAT794_ALERT_5_G Tentative Bond Valency for Cd1 (II) . 2.12 Info
PLAT802_ALERT_4_G CIF Input Record(s) with more than 80 Characters 3 Info
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 4 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF .... 3 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 6 Info
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
3 ALERT level C = Check. Ensure it is not caused by an omission or oversight
7 ALERT level G = General information/check it is not something unexpected
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
2 ALERT type 5 Informative message, check
Datablock: II
Alert level C
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 4 Report
Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 2 Info
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical ? Check
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Cd1 --N32 . 5.6 s.u.
PLAT794_ALERT_5_G Tentative Bond Valency for Cd1 (II) . 2.04 Info
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 7 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 8 Info
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
1 ALERT level C = Check. Ensure it is not caused by an omission or oversight
6 ALERT level G = General information/check it is not something unexpected
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
2 ALERT type 5 Informative message, check
For both structures, data collection: CrysAlis PRO (Rigaku OD, 2015); cell refinement: CrysAlis PRO (Rigaku OD, 2015); data reduction: CrysAlis PRO (Rigaku OD, 2015); program(s) used to solve structure: SHELXS86 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: PLATON (Spek, 2020); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015) and PLATON (Spek, 2020).
Poly[
trans,
trans,
trans-bis(µ-dicyanamido-
κ2N1:
N3)bis(2-methylbenzimidazole-
κN)cadmium(II)] (I)
top
Crystal data top
[Cd(C2N3)2(C8H8N2)2] | F(000) = 508 |
Mr = 508.84 | Dx = 1.632 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 9.3472 (2) Å | Cell parameters from 3954 reflections |
b = 8.2386 (2) Å | θ = 2.4–33.4° |
c = 13.7448 (4) Å | µ = 1.09 mm−1 |
β = 101.908 (1)° | T = 297 K |
V = 1035.68 (5) Å3 | Block, yellow |
Z = 2 | 0.50 × 0.34 × 0.21 mm |
Data collection top
Rigaku Oxford Diffraction Xcalibur, Eos, Gemini diffractometer | 3954 independent reflections |
Radiation source: fine-focus sealed X-raytube | 3176 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.057 |
ω scans | θmax = 33.2°, θmin = 2.4° |
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015) | h = −14→13 |
Tmin = 0.613, Tmax = 0.796 | k = −12→12 |
47562 measured reflections | l = −21→21 |
Refinement top
Refinement on F2 | Hydrogen site location: mixed |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.021 | w = 1/[σ2(Fo2) + (0.0235P)2 + 0.3418P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.060 | (Δ/σ)max < 0.001 |
S = 1.10 | Δρmax = 0.37 e Å−3 |
3954 reflections | Δρmin = −0.39 e Å−3 |
147 parameters | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
0 restraints | Extinction coefficient: 0.0321 (14) |
Primary atom site location: difference Fourier map | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cd1 | 0.5000 | 0.5000 | 0.5000 | 0.02892 (5) | |
N1 | 0.09686 (13) | 0.32891 (17) | 0.59585 (11) | 0.0397 (3) | |
H1 | 0.042 (2) | 0.258 (2) | 0.6014 (15) | 0.048* | |
C2 | 0.21647 (14) | 0.31228 (17) | 0.55561 (11) | 0.0341 (3) | |
N3 | 0.29030 (12) | 0.44940 (16) | 0.55912 (9) | 0.0309 (2) | |
C3A | 0.21417 (14) | 0.56257 (18) | 0.60516 (10) | 0.0305 (2) | |
C4 | 0.24340 (16) | 0.72464 (19) | 0.63016 (11) | 0.0381 (3) | |
H4 | 0.3243 | 0.7773 | 0.6153 | 0.046* | |
C5 | 0.1469 (2) | 0.8046 (2) | 0.67824 (13) | 0.0471 (4) | |
H5 | 0.1636 | 0.9130 | 0.6957 | 0.056* | |
C6 | 0.0256 (2) | 0.7261 (2) | 0.70091 (15) | 0.0557 (5) | |
H6 | −0.0362 | 0.7834 | 0.7335 | 0.067* | |
C7 | −0.00496 (19) | 0.5667 (3) | 0.67648 (15) | 0.0518 (4) | |
H7 | −0.0863 | 0.5148 | 0.6912 | 0.062* | |
C7A | 0.09181 (16) | 0.48644 (17) | 0.62846 (12) | 0.0358 (3) | |
C21 | 0.2554 (2) | 0.1554 (2) | 0.51506 (15) | 0.0495 (4) | |
H21A | 0.3303 | 0.1031 | 0.5631 | 0.074* | |
H21B | 0.2906 | 0.1745 | 0.4552 | 0.074* | |
H21C | 0.1705 | 0.0870 | 0.5006 | 0.074* | |
N31 | 0.34628 (14) | 0.34457 (19) | 0.16293 (10) | 0.0433 (3) | |
C32 | 0.37029 (14) | 0.36394 (18) | 0.25940 (11) | 0.0348 (3) | |
N32 | 0.40344 (15) | 0.3836 (2) | 0.34355 (11) | 0.0520 (4) | |
C33 | 0.21918 (15) | 0.29123 (17) | 0.11597 (10) | 0.0331 (3) | |
N33 | 0.11198 (15) | 0.24538 (19) | 0.06690 (10) | 0.0462 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.02177 (6) | 0.04283 (9) | 0.02187 (7) | 0.00136 (5) | 0.00381 (4) | 0.00049 (5) |
N1 | 0.0306 (5) | 0.0428 (7) | 0.0481 (7) | −0.0057 (5) | 0.0140 (5) | 0.0036 (6) |
C2 | 0.0299 (6) | 0.0372 (6) | 0.0360 (7) | −0.0018 (5) | 0.0089 (5) | 0.0005 (5) |
N3 | 0.0273 (5) | 0.0350 (5) | 0.0322 (5) | −0.0006 (4) | 0.0101 (4) | −0.0019 (4) |
C3A | 0.0271 (5) | 0.0375 (6) | 0.0278 (5) | 0.0024 (5) | 0.0080 (4) | 0.0002 (5) |
C4 | 0.0374 (7) | 0.0412 (7) | 0.0367 (7) | −0.0002 (6) | 0.0102 (5) | −0.0035 (6) |
C5 | 0.0542 (9) | 0.0460 (8) | 0.0430 (8) | 0.0081 (7) | 0.0146 (7) | −0.0079 (7) |
C6 | 0.0549 (10) | 0.0642 (11) | 0.0558 (10) | 0.0162 (8) | 0.0294 (9) | −0.0033 (9) |
C7 | 0.0416 (8) | 0.0623 (11) | 0.0598 (11) | 0.0081 (8) | 0.0295 (8) | 0.0043 (9) |
C7A | 0.0278 (6) | 0.0457 (8) | 0.0360 (7) | 0.0020 (5) | 0.0114 (5) | 0.0036 (5) |
C21 | 0.0499 (9) | 0.0379 (8) | 0.0634 (11) | −0.0046 (7) | 0.0182 (8) | −0.0075 (7) |
N31 | 0.0344 (6) | 0.0633 (8) | 0.0321 (6) | −0.0085 (6) | 0.0069 (5) | −0.0073 (6) |
C32 | 0.0269 (5) | 0.0421 (7) | 0.0347 (7) | −0.0012 (5) | 0.0049 (5) | −0.0068 (5) |
N32 | 0.0392 (7) | 0.0806 (11) | 0.0346 (7) | −0.0079 (7) | 0.0037 (5) | −0.0142 (7) |
C33 | 0.0358 (6) | 0.0366 (6) | 0.0279 (6) | −0.0022 (5) | 0.0088 (5) | −0.0043 (5) |
N33 | 0.0417 (6) | 0.0580 (8) | 0.0385 (7) | −0.0116 (6) | 0.0075 (5) | −0.0127 (6) |
Geometric parameters (Å, º) top
Cd1—N3 | 2.3094 (11) | C4—H4 | 0.9300 |
Cd1—N3i | 2.3094 (11) | C5—C6 | 1.395 (3) |
Cd1—N32 | 2.3574 (14) | C5—H5 | 0.9300 |
Cd1—N32i | 2.3574 (14) | C6—C7 | 1.371 (3) |
Cd1—N33ii | 2.3729 (14) | C6—H6 | 0.9300 |
Cd1—N33iii | 2.3729 (14) | C7—C7A | 1.392 (2) |
N1—C2 | 1.3528 (18) | C7—H7 | 0.9300 |
N1—C7A | 1.377 (2) | C21—H21A | 0.9600 |
N1—H1 | 0.79 (2) | C21—H21B | 0.9600 |
C2—N3 | 1.3194 (18) | C21—H21C | 0.9600 |
C2—C21 | 1.482 (2) | N31—C33 | 1.3056 (18) |
N3—C3A | 1.4008 (18) | N31—C32 | 1.3081 (19) |
C3A—C4 | 1.392 (2) | C32—N32 | 1.1455 (19) |
C3A—C7A | 1.3983 (19) | C33—N33 | 1.1501 (18) |
C4—C5 | 1.389 (2) | N33—Cd1iv | 2.3729 (14) |
| | | |
N3—Cd1—N3i | 180.0 | C5—C4—C3A | 117.30 (14) |
N3—Cd1—N32 | 93.12 (5) | C5—C4—H4 | 121.3 |
N3i—Cd1—N32 | 86.88 (5) | C3A—C4—H4 | 121.3 |
N3—Cd1—N32i | 86.88 (5) | C4—C5—C6 | 121.57 (16) |
N3i—Cd1—N32i | 93.12 (5) | C4—C5—H5 | 119.2 |
N32—Cd1—N32i | 180.00 (4) | C6—C5—H5 | 119.2 |
N3—Cd1—N33ii | 92.78 (5) | C7—C6—C5 | 121.85 (15) |
N3i—Cd1—N33ii | 87.22 (5) | C7—C6—H6 | 119.1 |
N32—Cd1—N33ii | 93.56 (6) | C5—C6—H6 | 119.1 |
N32i—Cd1—N33ii | 86.44 (6) | C6—C7—C7A | 116.61 (16) |
N3—Cd1—N33iii | 87.22 (5) | C6—C7—H7 | 121.7 |
N3i—Cd1—N33iii | 92.78 (5) | C7A—C7—H7 | 121.7 |
N32—Cd1—N33iii | 86.44 (6) | N1—C7A—C7 | 132.17 (15) |
N32i—Cd1—N33iii | 93.56 (6) | N1—C7A—C3A | 105.29 (12) |
N33ii—Cd1—N33iii | 180.0 | C7—C7A—C3A | 122.53 (15) |
C2—N1—C7A | 108.37 (12) | C2—C21—H21A | 109.5 |
C2—N1—H1 | 124.9 (14) | C2—C21—H21B | 109.5 |
C7A—N1—H1 | 126.7 (14) | H21A—C21—H21B | 109.5 |
N3—C2—N1 | 111.63 (13) | C2—C21—H21C | 109.5 |
N3—C2—C21 | 126.37 (13) | H21A—C21—H21C | 109.5 |
N1—C2—C21 | 121.99 (13) | H21B—C21—H21C | 109.5 |
C2—N3—C3A | 106.01 (11) | C33—N31—C32 | 119.37 (13) |
C2—N3—Cd1 | 128.11 (9) | N32—C32—N31 | 174.18 (15) |
C3A—N3—Cd1 | 125.87 (9) | C32—N32—Cd1 | 162.06 (15) |
C4—C3A—C7A | 120.14 (13) | N33—C33—N31 | 173.85 (15) |
C4—C3A—N3 | 131.15 (13) | C33—N33—Cd1iv | 140.21 (14) |
C7A—C3A—N3 | 108.70 (13) | | |
| | | |
C7A—N1—C2—N3 | −0.36 (18) | C3A—C4—C5—C6 | 0.1 (3) |
C7A—N1—C2—C21 | 178.79 (15) | C4—C5—C6—C7 | −0.4 (3) |
N1—C2—N3—C3A | 0.33 (17) | C5—C6—C7—C7A | 0.5 (3) |
C21—C2—N3—C3A | −178.78 (15) | C2—N1—C7A—C7 | −178.60 (19) |
N1—C2—N3—Cd1 | −178.65 (10) | C2—N1—C7A—C3A | 0.23 (17) |
C21—C2—N3—Cd1 | 2.2 (2) | C6—C7—C7A—N1 | 178.30 (19) |
C2—N3—C3A—C4 | 178.46 (15) | C6—C7—C7A—C3A | −0.4 (3) |
Cd1—N3—C3A—C4 | −2.5 (2) | C4—C3A—C7A—N1 | −178.84 (13) |
C2—N3—C3A—C7A | −0.17 (16) | N3—C3A—C7A—N1 | −0.03 (17) |
Cd1—N3—C3A—C7A | 178.83 (10) | C4—C3A—C7A—C7 | 0.1 (2) |
C7A—C3A—C4—C5 | 0.0 (2) | N3—C3A—C7A—C7 | 178.93 (16) |
N3—C3A—C4—C5 | −178.51 (15) | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x+1/2, −y+1/2, z+1/2; (iii) −x+1/2, y+1/2, −z+1/2; (iv) −x+1/2, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···N31v | 0.79 (2) | 2.327 (19) | 3.0447 (19) | 151.3 (17) |
Symmetry code: (v) x−1/2, −y+1/2, z+1/2. |
Poly[
trans,
trans,
trans-bis(2-methylbenzimidazole-
κN)bis(µ-tricyanomethanido-
κ2N:
N')cadmium(II)] (II)
top
Crystal data top
[Cd(C4N3)2(C8H8N2)2] | F(000) = 556 |
Mr = 556.88 | Dx = 1.544 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4395 (4) Å | Cell parameters from 3664 reflections |
b = 12.1219 (5) Å | θ = 2.3–30.6° |
c = 10.9675 (5) Å | µ = 0.95 mm−1 |
β = 107.342 (2)° | T = 300 K |
V = 1197.91 (9) Å3 | Block, yellow |
Z = 2 | 0.48 × 0.36 × 0.22 mm |
Data collection top
Rigaku Oxford Diffraction Xcalibur, Eos, Gemini diffractometer | 3664 independent reflections |
Radiation source: fine-focus sealed X-raytube | 2869 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
ω scans | θmax = 30.6°, θmin = 2.3° |
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015) | h = −13→13 |
Tmin = 0.627, Tmax = 0.812 | k = −17→17 |
41742 measured reflections | l = −15→15 |
Refinement top
Refinement on F2 | Hydrogen site location: mixed |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.023 | w = 1/[σ2(Fo2) + (0.0175P)2 + 0.6078P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.060 | (Δ/σ)max = 0.001 |
S = 1.15 | Δρmax = 0.36 e Å−3 |
3664 reflections | Δρmin = −0.32 e Å−3 |
165 parameters | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
0 restraints | Extinction coefficient: 0.0182 (9) |
Primary atom site location: difference Fourier map | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cd1 | 0.5000 | 0.5000 | 0.5000 | 0.02855 (6) | |
N1 | 0.01561 (17) | 0.54588 (14) | 0.31770 (16) | 0.0392 (3) | |
H1 | −0.057 (3) | 0.5291 (19) | 0.262 (2) | 0.047* | |
C2 | 0.15085 (19) | 0.50291 (14) | 0.32869 (16) | 0.0329 (3) | |
N3 | 0.25220 (15) | 0.53853 (12) | 0.43361 (13) | 0.0307 (3) | |
C3A | 0.17551 (17) | 0.60782 (13) | 0.49471 (16) | 0.0306 (3) | |
C4 | 0.2229 (2) | 0.66514 (14) | 0.60956 (18) | 0.0377 (4) | |
H4 | 0.3207 | 0.6604 | 0.6614 | 0.045* | |
C5 | 0.1199 (3) | 0.72950 (16) | 0.6442 (2) | 0.0492 (5) | |
H5 | 0.1497 | 0.7695 | 0.7199 | 0.059* | |
C6 | −0.0273 (3) | 0.73568 (18) | 0.5684 (3) | 0.0544 (5) | |
H6 | −0.0931 | 0.7807 | 0.5939 | 0.065* | |
C7 | −0.0774 (2) | 0.67687 (17) | 0.4569 (2) | 0.0495 (5) | |
H7 | −0.1763 | 0.6794 | 0.4074 | 0.059* | |
C7A | 0.02632 (19) | 0.61325 (14) | 0.42113 (18) | 0.0359 (4) | |
C21 | 0.1739 (2) | 0.42717 (19) | 0.2308 (2) | 0.0498 (5) | |
H21A | 0.2681 | 0.3910 | 0.2635 | 0.075* | |
H21B | 0.1723 | 0.4683 | 0.1557 | 0.075* | |
H21C | 0.0962 | 0.3730 | 0.2097 | 0.075* | |
C31 | 0.43763 (19) | 0.62012 (14) | 0.06929 (16) | 0.0331 (3) | |
C32 | 0.48307 (19) | 0.57340 (14) | 0.19170 (17) | 0.0335 (3) | |
N32 | 0.5172 (2) | 0.53331 (16) | 0.29060 (16) | 0.0463 (4) | |
C33 | 0.49794 (19) | 0.72007 (15) | 0.04552 (18) | 0.0366 (4) | |
N33 | 0.5467 (2) | 0.80337 (14) | 0.02750 (18) | 0.0493 (4) | |
C34 | 0.3206 (2) | 0.57001 (16) | −0.02502 (18) | 0.0399 (4) | |
N34 | 0.2261 (2) | 0.5271 (2) | −0.09988 (19) | 0.0639 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.02870 (9) | 0.02952 (9) | 0.02575 (9) | 0.00129 (6) | 0.00556 (6) | −0.00031 (6) |
N1 | 0.0298 (7) | 0.0451 (8) | 0.0354 (8) | −0.0072 (6) | −0.0016 (6) | 0.0055 (7) |
C2 | 0.0320 (7) | 0.0355 (8) | 0.0283 (7) | −0.0068 (7) | 0.0046 (6) | 0.0005 (7) |
N3 | 0.0299 (6) | 0.0320 (6) | 0.0280 (7) | −0.0027 (5) | 0.0053 (5) | −0.0021 (5) |
C3A | 0.0289 (7) | 0.0291 (7) | 0.0336 (8) | −0.0025 (6) | 0.0088 (6) | 0.0029 (6) |
C4 | 0.0397 (9) | 0.0358 (8) | 0.0393 (10) | −0.0030 (7) | 0.0143 (7) | −0.0021 (7) |
C5 | 0.0593 (12) | 0.0394 (10) | 0.0567 (13) | −0.0013 (9) | 0.0295 (10) | −0.0071 (9) |
C6 | 0.0532 (12) | 0.0443 (11) | 0.0757 (16) | 0.0099 (9) | 0.0345 (12) | 0.0052 (10) |
C7 | 0.0341 (9) | 0.0478 (11) | 0.0676 (14) | 0.0077 (8) | 0.0167 (9) | 0.0170 (10) |
C7A | 0.0309 (8) | 0.0356 (8) | 0.0398 (9) | −0.0030 (6) | 0.0085 (7) | 0.0083 (7) |
C21 | 0.0488 (11) | 0.0607 (12) | 0.0369 (10) | −0.0145 (10) | 0.0082 (9) | −0.0151 (9) |
C31 | 0.0338 (8) | 0.0333 (8) | 0.0288 (8) | 0.0009 (6) | 0.0044 (6) | 0.0015 (6) |
C32 | 0.0328 (8) | 0.0354 (8) | 0.0312 (9) | −0.0003 (6) | 0.0077 (6) | −0.0030 (6) |
N32 | 0.0488 (9) | 0.0564 (9) | 0.0313 (8) | −0.0008 (8) | 0.0085 (7) | 0.0050 (7) |
C33 | 0.0358 (8) | 0.0359 (8) | 0.0353 (9) | 0.0049 (7) | 0.0065 (7) | 0.0018 (7) |
N33 | 0.0497 (9) | 0.0371 (8) | 0.0577 (11) | 0.0016 (7) | 0.0107 (8) | 0.0084 (8) |
C34 | 0.0366 (9) | 0.0477 (10) | 0.0319 (9) | −0.0004 (8) | 0.0050 (7) | 0.0055 (7) |
N34 | 0.0508 (11) | 0.0863 (15) | 0.0426 (11) | −0.0169 (10) | −0.0043 (9) | −0.0005 (10) |
Geometric parameters (Å, º) top
Cd1—N3 | 2.2813 (14) | C5—C6 | 1.392 (3) |
Cd1—N3i | 2.2813 (14) | C5—H5 | 0.9300 |
Cd1—N32 | 2.3845 (17) | C6—C7 | 1.372 (3) |
Cd1—N32i | 2.3845 (17) | C6—H6 | 0.9300 |
Cd1—N33ii | 2.4265 (17) | C7—C7A | 1.391 (3) |
Cd1—N33iii | 2.4265 (17) | C7—H7 | 0.9300 |
N1—C2 | 1.351 (2) | C21—H21A | 0.9600 |
N1—C7A | 1.377 (3) | C21—H21B | 0.9600 |
N1—H1 | 0.80 (3) | C21—H21C | 0.9600 |
C2—N3 | 1.330 (2) | C31—C33 | 1.396 (2) |
C2—C21 | 1.477 (3) | C31—C32 | 1.401 (2) |
N3—C3A | 1.403 (2) | C31—C34 | 1.407 (2) |
C3A—C4 | 1.391 (2) | C32—N32 | 1.144 (2) |
C3A—C7A | 1.400 (2) | C33—N33 | 1.151 (2) |
C4—C5 | 1.386 (3) | N33—Cd1iv | 2.4264 (17) |
C4—H4 | 0.9300 | C34—N34 | 1.141 (3) |
| | | |
N3—Cd1—N3i | 180.0 | C5—C4—H4 | 121.1 |
N3—Cd1—N32 | 90.89 (6) | C3A—C4—H4 | 121.1 |
N3i—Cd1—N32 | 89.11 (6) | C4—C5—C6 | 121.6 (2) |
N3—Cd1—N32i | 89.11 (6) | C4—C5—H5 | 119.2 |
N3i—Cd1—N32i | 90.89 (6) | C6—C5—H5 | 119.2 |
N32—Cd1—N32i | 180.0 | C7—C6—C5 | 121.45 (19) |
N3—Cd1—N33ii | 88.27 (6) | C7—C6—H6 | 119.3 |
N3i—Cd1—N33ii | 91.73 (6) | C5—C6—H6 | 119.3 |
N32—Cd1—N33ii | 83.76 (6) | C6—C7—C7A | 117.05 (19) |
N32i—Cd1—N33ii | 96.24 (6) | C6—C7—H7 | 121.5 |
N3—Cd1—N33iii | 91.73 (6) | C7A—C7—H7 | 121.5 |
N3i—Cd1—N33iii | 88.27 (6) | N1—C7A—C7 | 132.53 (18) |
N32—Cd1—N33iii | 96.24 (6) | N1—C7A—C3A | 105.14 (15) |
N32i—Cd1—N33iii | 83.76 (6) | C7—C7A—C3A | 122.33 (18) |
N33ii—Cd1—N33iii | 180.0 | C2—C21—H21A | 109.5 |
C2—N1—C7A | 108.66 (15) | C2—C21—H21B | 109.5 |
C2—N1—H1 | 123.1 (17) | H21A—C21—H21B | 109.5 |
C7A—N1—H1 | 128.1 (17) | C2—C21—H21C | 109.5 |
N3—C2—N1 | 111.65 (16) | H21A—C21—H21C | 109.5 |
N3—C2—C21 | 127.35 (17) | H21B—C21—H21C | 109.5 |
N1—C2—C21 | 121.00 (16) | C33—C31—C32 | 120.29 (16) |
C2—N3—C3A | 105.49 (14) | C33—C31—C34 | 120.81 (16) |
C2—N3—Cd1 | 127.90 (12) | C32—C31—C34 | 118.62 (16) |
C3A—N3—Cd1 | 126.59 (10) | N32—C32—C31 | 178.2 (2) |
C4—C3A—C7A | 119.70 (16) | C32—N32—Cd1 | 154.77 (16) |
C4—C3A—N3 | 131.24 (15) | N33—C33—C31 | 178.8 (2) |
C7A—C3A—N3 | 109.05 (15) | C33—N33—Cd1iv | 144.66 (16) |
C5—C4—C3A | 117.83 (18) | N34—C34—C31 | 178.4 (2) |
| | | |
C7A—N1—C2—N3 | −0.5 (2) | C3A—C4—C5—C6 | 1.1 (3) |
C7A—N1—C2—C21 | −179.83 (17) | C4—C5—C6—C7 | 1.1 (3) |
N1—C2—N3—C3A | 0.92 (19) | C5—C6—C7—C7A | −1.8 (3) |
C21—C2—N3—C3A | −179.79 (18) | C2—N1—C7A—C7 | 179.92 (19) |
N1—C2—N3—Cd1 | −177.68 (11) | C2—N1—C7A—C3A | −0.17 (19) |
C21—C2—N3—Cd1 | 1.6 (3) | C6—C7—C7A—N1 | −179.71 (19) |
C2—N3—C3A—C4 | 177.72 (18) | C6—C7—C7A—C3A | 0.4 (3) |
Cd1—N3—C3A—C4 | −3.7 (3) | C4—C3A—C7A—N1 | −178.17 (15) |
C2—N3—C3A—C7A | −1.01 (18) | N3—C3A—C7A—N1 | 0.73 (18) |
Cd1—N3—C3A—C7A | 177.61 (11) | C4—C3A—C7A—C7 | 1.7 (3) |
C7A—C3A—C4—C5 | −2.4 (3) | N3—C3A—C7A—C7 | −179.35 (16) |
N3—C3A—C4—C5 | 178.93 (18) | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, −y+3/2, z+1/2; (iii) −x+1, y−1/2, −z+1/2; (iv) −x+1, y+1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···N34v | 0.80 (2) | 2.12 (2) | 2.906 (3) | 171 (3) |
Symmetry code: (v) −x, −y+1, −z. |
Selected bond distances (Å) topParameter | (I) | (II) |
Cd1—N3 | 2.3094 (11) | 2.2813 (14) |
Cd1—N32 | 2.3574 (14) | 2.3845 (17) |
Cd1—N33i | 2.3729 (14) | 2.4265 (17) |
N31—C32 | 1.3081 (19) | |
N31—C33 | 1.3056 (18) | |
C31—C32 | | 1.401 (2) |
C31—C33 | | 1.396 (2) |
C31—C34 | | 1.407 (2) |
C32—N32 | 1.1455 (19) | 1.144 (2) |
C33—N33 | 1.1501 (18) | 1.151 (2) |
C34—N34 | | 1.141 (3) |
Symmetry codes: (i) 1/2 + x, 1/2 - y, 1/2 + z for (I) and
1 - x, -1/2 + y,
1/2 - z for (II). |
Hydrogen bond parameters (Å, °) topCompound | D—H···A | D—H | H···A | D···A | D—H···A |
(I) | N1—H1···N31ii | 0.79 (2) | 2.327 (19) | 3.0447 (19) | 151.3 (17) |
(II) | N1—H1···N34iii | 0.80 (2) | 2.12 (2) | 2.906 (3) | 171 (3) |
Symmetry codes:
(ii) -1/2 + x, 1/2 - y, 1/2 + z;
(iii) -x, 1 - y, -z. |